Triisopropyl-[2-((2R,3S)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran-2-yl)-ethoxy]-silane

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Chemical Name:Triisopropyl-[2-((2R,3S)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran-2-yl)-ethoxy]-silane
CAS No.:852361-32-1
Molecular Formula:C₂₃H₃₈O₂SSi
Molecular Weight:406.705
Hs Code.:

Synonyms:Triisopropyl-[2-((2R,3S)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran-2-yl)-ethoxy]-silane

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Chemical Property of Triisopropyl-[2-((2R,3S)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran-2-yl)-ethoxy]-silane

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Technology Process of Triisopropyl-[2-((2R,3S)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran-2-yl)-ethoxy]-silane

There total 4 articles about Triisopropyl-[2-((2R,3S)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran-2-yl)-ethoxy]-silane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

: 852361-37-6
Triisopropyl-[2-((2R,3S)-3-methyl-3,4-dihydro-2H-pyran-2-yl)-ethoxy]-silane

: 882-33-7
diphenyldisulfane

: 852361-32-1
Triisopropyl-[2-((2R,3S)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran-2-yl)-ethoxy]-silane

Guidance literature:: Triisopropyl-[2-((2R,3S)-3-methyl-3,4-dihydro-2H-pyran-2-yl)-ethoxy]-silane; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - 0 ℃;

diphenyldisulfane; In tetrahydrofuran; pentane; at -78 - 20 ℃;
DOI:10.1021/ol050589c

Reference yield:

: 852361-34-3
(3S,4R)-3-methyl-6-(triisopropylsilyloxy)-1-hexen-4-ol

: 852361-32-1
Triisopropyl-[2-((2R,3S)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran-2-yl)-ethoxy]-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / NaH / dimethylformamide / 3 h / 20 °C

2.1: 81 percent / Grubb's first generation catalyst / toluene / 2 h / 21 °C

3.1: 87 percent / 1,8-diazabicyclo[5,4,0]undec-7-ene / chlorotris(triphenylphosphine)rhodium(I) / H₂O; ethanol / 3 h / 60 °C

4.1: t-BuLi / pentane; tetrahydrofuran / -78 - 0 °C

4.2: 82 percent / tetrahydrofuran; pentane / -78 - 20 °C

With tert.-butyl lithium; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; Wilkinson's catalyst; Grubbs catalyst first generation; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene; pentane; 2.1: ring closing metathesis;
DOI:10.1021/ol050589c

Reference yield:

: 852361-36-5
Triisopropyl-[2-((2R,3S)-3-methyl-3,6-dihydro-2H-pyran-2-yl)-ethoxy]-silane

: 852361-32-1
Triisopropyl-[2-((2R,3S)-3-methyl-6-phenylsulfanyl-3,4-dihydro-2H-pyran-2-yl)-ethoxy]-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 87 percent / 1,8-diazabicyclo[5,4,0]undec-7-ene / chlorotris(triphenylphosphine)rhodium(I) / H₂O; ethanol / 3 h / 60 °C

2.1: t-BuLi / pentane; tetrahydrofuran / -78 - 0 °C

2.2: 82 percent / tetrahydrofuran; pentane / -78 - 20 °C

With tert.-butyl lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; Wilkinson's catalyst; In tetrahydrofuran; ethanol; water; pentane;
DOI:10.1021/ol050589c